Ethanol → 4-(4,6-Dimethylpyrimidin-2-yl)morpholine

HRID 2245223ノート

反応式

HRID 2245223 の反応式
Br.[O:2]1[CH2:7][CH2:6][N:5]([C:8]([NH2:10])=[NH:9])[CH2:4][CH2:3]1.C(O)C.[C:14]([CH2:17][C:18](=O)[CH3:19])(=O)[CH3:15]>>[CH3:15][C:14]1[CH:17]=[C:18]([CH3:19])[N:10]=[C:8]([N:5]2[CH2:6][CH2:7][O:2][CH2:3][CH2:4]2)[N:9]=1

参加物

4

反応物 3

HCID 702EthanolHCID 31261AcetylacetoneHCID 2806564Morpholine-4-carboximidamide Hydrobromide

生成物 1

HCID 6768024-(4,6-Dimethylpyrimidin-2-yl)morpholine収率 90%

反応条件

温度
140 °C

実験手順

To a suspension of morpholinoformamidine hydrobromide (2.0 g, 9.52 mmol) in ethanol (6 ml) potassium tert-butoxide (1.068 g, 9.52 mmol) then acetylacetone (2 ml, 20 mmol) were added. The reaction mixture was flashed with argon, sealed in the Emrys process vial and heated under microwave irradiation at 140° C. for 5 min. After cooling it was quenched with ethyl acetate (50 ml), filtered via plug of SiO2 (5 g) and eluted with ethyl acetate. Volatiles were removed in vacuo at 70° C. to furnish 1.65 g of pale brown oil that solidified overnight. Yield 90%. LC-MS (m/z) 193.9 (MH+); tR=0.71. 1H NMR (500 MHz, DMSO-d6): 2.23 (s, 6H), 3.62 (m, 4H), 3.67 (m, 4H), 6.44 (s, 1H).

後処理

  1. customsealed in the Emrys process vial
  2. temperatureAfter cooling it
  3. customwas quenched with ethyl acetate (50 ml)
  4. filtrationfiltered via plug of SiO2 (5 g)
  5. washeluted with ethyl acetate
  6. customVolatiles were removed in vacuo at 70° C.

出典と根拠

ORDレコード
ord-93561c729c284735bcad2c693e0a3499
出典データセット
uspto-grants-2010_03
特許番号
US07683058B2

反応ノート

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